Tips for Making the Transition to a New Computer Less Painful

Tips for Making the Transition to a New Computer Less Painful
Last Updated on: October 29, 2026

I just finished with the enviable task of upgrading to a new computer. Over my lifetime, I have lost count of the number of times I have upgraded my computer and had to move files and reinstall the software. This was the easiest upgrade I ever had, and I believe it was in large part to my preparation. I would like to share my lessons learned.

Preparing Your Files and Software

When upgrading a computer, you need to be concerned about not only your files but also your programs and settings. Here are the steps I took:

List Your Installed Programs

The programs I use are important to me. They help me achieve my goals. However, there are some that I use infrequently, and I might not produce a list of them from memory. Instead, I printed a list of loaded programs, so that I could track them down later. To do that, I used a small batch file to dump file and directory lists to a text file.

Gather Your Software Installation Keys

Before starting to shut down one computer and starting a new computer, I ensured I had software keys for commercial software applications. I store my keys in an encrypted file on Evernote. Evernote is one of the first programs I load when I install software.

Back Up Your Files

While there are programs that will allow you to move files and settings from one computer to another, I have personally had mixed experiences and shy away from them. I may do it the hard way, but still successfully. If you have not practised good file management, now is the time to organize all your files into logical folders. I then move all my folders and files onto my Dropbox and off of my computer. I pay for the subscription, but it has been worth it to me. When I set up my new computer, Dropbox is the second program I install.

Record Your Mapped Drives

Right now, I have 15 mapped drives. To ensure that I was not forgetting anything, I printed out a list of my mapped drives. You can do this by going to the command prompt and running “net use > mapped_drives.txt. ” It creates a useful list of your mapped drives. One less thing to forget.

Export Your Contacts and Bookmarks

As a minimum, save a backup of your address books and bookmarks from your e-mail client and Web browsers. I am not so concerned about my bookmarks because I use Diigo for all my links. However, I have some quick access links I use. It is nice to have access to them immediately. I also have email messages saved in local PST files I burned to CD.

Back up your fonts

My boss, who is a graphic designer, recommended this last suggestion. She suggested that you back up your fonts and print out a list of them.

Setting Up the New Computer

After taking the time to carry out this preparation, getting back in service was quite painless. Once I had my new computer up and running, I immediately installed and configured Google Chrome, Dropbox, Evernote, and Skype. I then set up my Outlook account. After the initial setup, I began loading my software applications. Here is what is important to me:

  • Google Desktop
  • Adobe Reader
  • Audacity
  • Flash
  • Adobe Air
  • Filezilla
  • Lame for Audacity
  • Firefox
  • Notepad++
  • Mihov Image Resizer
  • PDF Creator
  • Tweetdeck
  • Ventrillo
  • Second Life
  • Zenu
  • Zotero
  • Winmerge
  • Accuradio
  • Dragon Naturally Speaking
  • Google Earth
  • Camtasia
  • Gimp 2
  • PDF Split and Merge
  • Adobe Captivate

Checking the Final Settings

After loading all the software, I took some time to configure security, audio, and printer settings. The easiest upgrade I ever had. What do you do to prepare for your computer upgrades?

Additional Reading


  • In the spirit of full disclosure, this is an affiliate link, so if you purchase this item through my link, I will earn a commission. You will not pay more when buying a product through my link. I only recommend products & systems that I use and love myself, so I know you’ll be in good hands.
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1 thought on “Tips for Making the Transition to a New Computer Less Painful”

  1. Desktop computer support

    Your post is very informative. Aside from using a external drive, one can also can also transfer data through online data backup.

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